CAS: 79-62-9; 24,25-Dihydrolanosterol

该化合物是四环性醇,有四根混合碳氢化合物环,该化合物通常存在于生物膜中,有助于膜的流动性和稳定性,还涉及类固醇和乙醇的生物合成.二氢拉诺斯特洛醇一般在水中溶解,但在有机溶剂中溶解,反映其水离子性质.其生物意义在于其在细胞过程中的作用以及可能对健康和疾病产生的影响,特别是在胆固醇新陈代谢方面.作为研究的课题,该化合物提供了对氨生物膜机制的深入了解,有助于膜的流动性和稳定性.它也涉及类固醇激素和丁酸的合成.二氢拉诺斯特洛醇一般在水中是溶解的,但在有机溶剂中是溶解的,反映其水离子性质.其生物意义在于其在细胞过程中的作用及其对健康和疾病的潜在影响,特别是在与胆固醇新陈代谢方面.作为研究的课题,它提供了对活生物生物体中的脂新陈代谢的调节.

结构式图片

MSDS等安全信息

    上下游产品

    diethyl ether lanosterol cholesterol lanosterol8-lanosten3β-Acetoxy-Δ8-lanosten γ-lanosterol lanost-8-en-3-one 3β-acetoxylanost-8-ene

    合成工艺路线路线简述

    • 79-63-0 = 79-62-9
      反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl Acetate; 6 H,45 Psi,Rt
      标题:Synthesis And Antimicrobial Activity Of Novel Oxysterols From Lanosterol
      作者:Shingate,Bapurao B.; Hazra,Braja G.; Salunke,Deepak B.; Pore,Vandana S.; Shirazi,Fazal; Et Al
      参考文献:Tetrahedron 日期:2013 卷标:69(52) 页码:11155-11163]

      = 79-62-9
      反应条件:1.1 Reagents: Hydrazine,Potassium Hydroxide Solvents: Diethylene Glycol1.2 Solvents: Dichloromethane
      标题:Synthesis Of 15α-Fluoro-24,25-Dihydrolanosterol As A Potential Inhibitor And/or Mechanistic Probe For Lanosterol 14α-Demethylase
      作者:Morisaki,Masuo; Igata,Tomoko; Yamamoto,Satomi
      参考文献:Chemical & Pharmaceutical Bulletin 日期:2000 卷标:48(10) 页码:1474-1479]

      79-63-0 = 79-62-9
      反应条件:1.1 Reagents: Hydrogen Catalysts: Platinum Dioxide,Platinum Solvents: Acetic Acid; 17 H,Heated
      标题:Allylic Oxidation Of Steroidal Olefins By Vanadyl Acetylacetonate And Tert-Butyl Hydroperoxide
      作者:Grainger,Wendell S.; Parish,Edward J.
      参考文献:Steroids 日期:2015 卷标:101 页码:103-109]

      79-63-0 = 79-62-9
      反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Dichloromethane; 24 H,50 Pa,Rt
      标题:Spin Equilibrium And O2-Binding Kinetics Of Mycobacterium Tuberculosis Cyp51 With Mutations In The Histidine-Threonine Dyad
      作者:Jennings,Gareth K.; Modi,Anuja; Elenewski,Justin E.; Ritchie,Caroline M.; Nguyen,Thuy; Et Al
      参考文献:Journal Of Inorganic Biochemistry 日期:2014 卷标:136 页码:81-91]

      79-63-0 = 79-62-9
      反应条件:1.1 Reagents: Ammonium Formate Catalysts: Palladium Solvents: Methanol; 7 H,Reflux
      标题:Ammonium Formate/palladium On Carbon: A Versatile System For Catalytic Hydrogen Transfer Reductions Of Carbon-Carbon Double Bonds
      作者:Paryzek,Zdzislaw; Koenig,Hanna; Tabaczka,Bartlomiej
      参考文献:Synthesis 日期:2003 卷标:(13) 页码:2023-2026]

      2644-75-9 = 79-62-9
      反应条件:1.1 Reagents: Ethylamine,Isopropylamine,Lithium Solvents: Ethanol
      标题:First Demonstration Of A Carbocation-Olefin Cyclization Route To The Lanosterol Series
      作者:Corey,E. J.; Lee,Jaemoon; Liu,David R.
      参考文献:Tetrahedron Letters 日期:1994 卷标:35(49) 页码:9149-52]

      79-63-0 = 79-62-9
      反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Benzene,Ethyl Acetate; Overnight,Rt
      标题:Iridium(Iii)-Catalyzed Direct Arylation Of C-H Bonds With Diaryliodonium Salts
      作者:Gao,Pan; Guo,Wei; Xue,Jingjing; Zhao,Yue; Yuan,Yu; Et Al
      参考文献:Journal Of The American Chemical Society 日期:2015 卷标:137(38) 页码:12231-12240
    📜Cholesterol 反应生成 二氢羊毛固醇
    参考文献:Woodward Et Al.,Journal Of The Chemical Society,1957,P. 1131,1141
    标题:Woodward Et Al.,Journal Of The Chemical Society,1957,P. 1131,1141

    海关参考信息

    专利信息


    专利号:US-6726911-B1
    优先权日:1999-03-09
    标 题 :Biologically active compounds of Ganoderma pfeifferi DSM 13239
    发明人:JUELICH WOLF; LINDEQUIST ULRIKE; JANSEN ROLF; MOTHANA RAMZI
    权利人:GANOMYCIN
    摘要:The present invention relates to novel biologically active compounds from fungi of the species Ganoderma pfeifferi DSM 13239, processes for their preparation, and their use. From the fruit body and mycelium of the species Ganoderma pfeifferi DSM 13239, extracts can be obtained which have antimicrobial activity and are suitable as preserving agents, for pharmaceutical and cosmetic preparations, for controlling infections, and for use in fish breeding. Antimicrobially active substances called ganomycins having activity against multiresistant germs are isolated from the extracts. The total synthesis of the ganomycins and their derivatization enables their use an antibiotics.

    专利号:US-9650407-B2
    优先权日:2011-11-02
    标 题 :Reprogramming of cellular adhesion
    发明人:GARTNER ZEV JORDAN; SELDEN NICHOLAS SCOTT; TODHUNTER MICHAEL E; LIANG SAMANTHA ISABEL; WEBER ROBERT JOSEPH; JEE NOEL YOUNGHO; LIU JENNIFER S
    权利人:UNIV CALIFORNIA
    摘要:Disclosed are membrane-anchored polynucleotides, and compositions comprising the membrane-anchored polynucleotides. Also disclosed are the processes for the synthesis of these compounds, compositions comprising such compounds, and the use of such compounds and compositions in research and therapeutic applications.

    专利号:WO-02051393-A2
    优先权日:2000-12-22
    标题:Process to increase the concentration of meiosis-activating sterols (mas) in the cholesterol synthesis and the use of potent inhibitors in the process
    发明人:LINDENTHAL BERNHARD
    权利人:SCHERING AG; NOVO NORDISK AS; LINDENTHAL BERNHARD
    摘要:The invention relates to a process to increase the concentration of meiosis-activating sterols (MAS) in the cholesterol synthesis wherein potent inhibitors where added, the use of potent inhibitors in the cholesterol synthesis, a pharmaceutical composition comprising the potent inhibitors and the use of the inhibitors for the microbiology production of meiosis-activating sterols (MAS). In the process of the invention the Δ24-reduction or/and 4α-demethylation in the cholesterol synthesis are inhibited. As a result of this inhibition the concentration of FF-MAS and/or T-MAS as meiosis-activating sterols (MAS) are increased.

    专利号:US-2005038301-A1
    优先权日:2001-11-08
    标题 :Chemical synthesis
    发明人:KAVTARADZE LEVAN KITA; MANLEY-HARRIS MERILYN
    摘要:The present invention relates to a method of producing vicinal diols from a compound, the method characterised by the step of reacting the compound with a moderately strong acid in the presence one or more reagents capable of supplying hydroxyl groups wherein the moderately strong acid is a strongly reducing agent, but has a conjugate base that is a weak nucleophile. In preferred embodiments the moderately strong acid is hypophosphorous acid and the reagent(s) capable of supplying hydroxyl groups is 2-propanol in water, where 2-propanol is water soluable and organic. This method is particularly applicable to the production of vicinal diols of steroids, including lanosterol. Once vicinal diols of lanosterol diols are formed they are then capable of being further reacted to produce high purity lanosterol.

    专利号:US-8647875-B2
    优先权日:2004-10-15
    标题 :Enzymes involved in triterpene synthesis
    发明人:OSBOURN ANNE; QI XIAOQUAN
    权利人:OSBOURN ANNE; QI XIAOQUAN; PLANT BIOSCIENCES LTD
    摘要:This invention relates to isolated polynucleotides encoding a CYP51H. The invention also relates to the construction of recombinant DNA constructs comprising all or a portion of the isolated polynucleotide of the invention, in sense or antisense orientation, operably linked to at least one regulatory sequence.

    专利号:JP-H0789943-B2
    优先权日:1986-08-27
    标 题:Synthesis of fatty acid ester

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    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Bailen M, Khamlichi MD, Benharref A, Martinez-Diaz RA, Gonzalez-Coloma A. New Bioactive Semisynthetic Derivatives of 31-Norlanostenol and Obtusifoliol from Euphorbia officinarum. Nat Prod Commun. 2016 Jun;11(6):733-8. doi: 10.1016/j.jinorgbio.2014.03.017. Epub 2014 Apr 12.
    6: Keber R, Acimovic J, Majdic G, Motaln H, Rozman D, Horvat S. Male germ cell-specific knockout of cholesterogenic cytochrome P450 lanosterol 14α-demethylase (Cyp51). J Lipid Res. 2013 Jun;54(6):1653-61. doi: 10.1194/jlr.M035717. Epub 2013 Mar 18.
    7: Beck JP. Can oxysterols have some interest in the treatment of tumors? Prog Clin Biol Res. 1990;348:71-93. Review. doi: 10.1074/jbc.M111.253245. Epub 2011 Jun 25.

    合成参考文献


    摘要:S13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI:10.5281/zenodo.2624118
    参考文献:10.1248/bpb.19.573
    摘要:YASUKAWA K, AKIHISA T, KANNO H, KAMINAGA T, IZUMIDA M, SAKOH T, TAMURA T, TAKIDO M. Inhibitory Effects of Sterols Isolated from Chlorella vulgaris on 12-O-Tetradecanoylphorbol-13-acetate-Induced Inflammation and Tumor Promotion in Mouse Skin. Biological & Pharmaceutical Bulletin. 1996;19(4):573–6. doi: 10.1248/bpb.19.573.
    参考文献:10.1016/j.bbamem.2008.02.014
    摘要:Sood R, Kinnunen PKJ. Cholesterol, lanosterol, and ergosterol attenuate the membrane association of LL-37(W27F) and temporin L. Biochimica et Biophysica Acta (BBA) - Biomembranes. 2008 Jun;1778(6):1460–6. doi: 10.1016/j.bbamem.2008.02.014.
    参考文献:10.1016/0167-4838(92)90400-8
    摘要:Aoyama Y, Yoshida Y, Sonoda Y, Sato Y. Structural analysis of the interaction between the side-chain of substrates and the active site of lanosterol 14α-demethylase (P-45014DM) of yeast. Biochimica et Biophysica Acta (BBA) - Protein Structure and Molecular Enzymology. 1992 Aug;1122(3):251–5. doi: 10.1016/0167-4838(92)90400-8.
    参考文献:10.1093/oxfordjournals.jbchem.a022536
    摘要:Nitahara Y, Aoyama Y, Horiuchi T, Noshiro M, Yoshida Y. Purification and Characterization of Rat Sterol 14-Demethylase P450 (CYP51) Expressed in Escherichia coli. Journal of Biochemistry. 1999 Nov 01;126(5):927–33. doi: 10.1093/oxfordjournals.jbchem.a022536.
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